Vacation rentals in Naval Air Station Key West Trumbo Point Annex, FL

134 available vacation rental offers

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Best vacation rentals and Airbnb offers in Naval Air Station Key West Trumbo Point Annex, FL

The Porch on Frances Inn - Naval Air Station Key West Trumbo Point Annex, FL
9.8 ★ 129 reviews

The Porch on Frances Inn

Guest House, Naval Air Station Key West Trumbo Point Annex

The Porch on Frances Inn is a guest house in Naval Air Station Key West Trumbo Point Annex, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The Porch on Frances Inn

The Porch on Frances Inn is a guest house in Naval Air Station Key West Trumbo Point Annex, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, free parking, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,369.

From$163/night
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TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool - Naval Air Station Key West Trumbo Point Annex, FL
9.8 ★ 40 reviews

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool

Guest House, Naval Air Station Key West Trumbo Point Annex

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool is a guest house in Naval Air Station Key West Trumbo Point Annex, with pool access. This stay gives travelers…

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About TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool is a guest house in Naval Air Station Key West Trumbo Point Annex, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,134.

From$162/night
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FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool - Naval Air Station Key West Trumbo Point Annex, FL
9.8 ★ 38 reviews

FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool

Guest House, Naval Air Station Key West Trumbo Point Annex

FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool is a guest house in Naval Air Station Key West Trumbo Point Annex, with pool access. This stay gives travelers…

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About FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool

FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool is a guest house in Naval Air Station Key West Trumbo Point Annex, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,152.

From$165/night
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MALLORY SUITE @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool - Naval Air Station Key West Trumbo Point Annex, FL
9.4 ★ 33 reviews

MALLORY SUITE @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool

Guest House, Naval Air Station Key West Trumbo Point Annex

MALLORY SUITE @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool is a guest house in Naval Air Station Key West Trumbo Point Annex, with pool access. This stay gives travelers a…

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About MALLORY SUITE @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool

MALLORY SUITE @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool is a guest house in Naval Air Station Key West Trumbo Point Annex, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,188.

From$170/night
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Family-friendly vacation rentals in Naval Air Station Key West Trumbo Point Annex, FL

Plan a trip with stays that give families more room to spread out.

Heart of Downtown Key West Cottage With Off-Street Parking - Naval Air Station Key West Trumbo Point Annex, FL
10 ★ 161 reviews

Heart of Downtown Key West Cottage With Off-Street Parking

Cottage, Naval Air Station Key West Trumbo Point Annex

Heart of Downtown Key West Cottage With Off-Street Parking is a cottage in Naval Air Station Key West Trumbo Point Annex, with parking and kitchen access. This stay gives travelers a…

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About Heart of Downtown Key West Cottage With Off-Street Parking

Heart of Downtown Key West Cottage With Off-Street Parking is a cottage in Naval Air Station Key West Trumbo Point Annex, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,488.

From$355/night
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Freshly Renovated Cottage Old Town MONTHLY - Naval Air Station Key West Trumbo Point Annex, FL
9 ★ 10 reviews

Freshly Renovated Cottage Old Town MONTHLY

Holiday Home, Naval Air Station Key West Trumbo Point Annex

Freshly Renovated Cottage Old Town MONTHLY is a holiday home in Naval Air Station Key West Trumbo Point Annex, with kitchen access. This stay gives travelers a comfortable base for…

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About Freshly Renovated Cottage Old Town MONTHLY

Freshly Renovated Cottage Old Town MONTHLY is a holiday home in Naval Air Station Key West Trumbo Point Annex, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, washer, and dryer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,326.

From$332/night
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Private Parking , Heated Pool - Key Lime Cottage - Naval Air Station Key West Trumbo Point Annex, FL
8.8 ★ 22 reviews

Private Parking , Heated Pool - Key Lime Cottage

Apartment, Naval Air Station Key West Trumbo Point Annex

Private Parking , Heated Pool - Key Lime Cottage is a apartment in Naval Air Station Key West Trumbo Point Annex, with pet-friendly space, pool access, and parking. This stay gives…

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About Private Parking , Heated Pool - Key Lime Cottage

Private Parking , Heated Pool - Key Lime Cottage is a apartment in Naval Air Station Key West Trumbo Point Annex, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,314.

From$188/night
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The Bartlum-Luxurious Studio - Naval Air Station Key West Trumbo Point Annex, FL

The Bartlum-Luxurious Studio

Apartment, Naval Air Station Key West Trumbo Point Annex

The Bartlum-Luxurious Studio is a apartment in Naval Air Station Key West Trumbo Point Annex, with room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About The Bartlum-Luxurious Studio

The Bartlum-Luxurious Studio is a apartment in Naval Air Station Key West Trumbo Point Annex, with room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, ac, air conditioning, family friendly, and family room.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,940.

From$236/night
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Pet-friendly vacation rentals in Naval Air Station Key West Trumbo Point Annex, FL

Bring your pet along with stays that welcome four-legged travelers.

The Cat Island Suite | Charmingly Renovated w/ Pool - Naval Air Station Key West Trumbo Point Annex, FL
9.8 ★ 45 reviews

The Cat Island Suite | Charmingly Renovated w/ Pool

Condo, Naval Air Station Key West Trumbo Point Annex

The Cat Island Suite · Charmingly Renovated w/ Pool is a condo in Naval Air Station Key West Trumbo Point Annex, with pool access and kitchen access. This stay gives travelers a comfortable…

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About The Cat Island Suite | Charmingly Renovated w/ Pool

The Cat Island Suite · Charmingly Renovated w/ Pool is a condo in Naval Air Station Key West Trumbo Point Annex, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, gym, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,921.

From$274/night
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Carey's Corner | Updated Studio with Heated Pool - Naval Air Station Key West Trumbo Point Annex, FL
8.6 ★ 46 reviews

Carey's Corner | Updated Studio with Heated Pool

Apartment, Naval Air Station Key West Trumbo Point Annex

Carey's Corner · Updated Studio with Heated Pool is a apartment in Naval Air Station Key West Trumbo Point Annex, with pet-friendly space and pool access. This stay gives travelers a…

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About Carey's Corner | Updated Studio with Heated Pool

Carey's Corner · Updated Studio with Heated Pool is a apartment in Naval Air Station Key West Trumbo Point Annex, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,397.

From$200/night
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Coconut Mallory Resort And Marina By Kees Vacations - Naval Air Station Key West Trumbo Point Annex, FL
8.2 ★ 834 reviews

Coconut Mallory Resort And Marina By Kees Vacations

Condo, Naval Air Station Key West Trumbo Point Annex

Coconut Mallory Resort And Marina By Kees Vacations is a condo in Naval Air Station Key West Trumbo Point Annex, with pool access. This stay gives travelers a comfortable base for exploring…

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About Coconut Mallory Resort And Marina By Kees Vacations

Coconut Mallory Resort And Marina By Kees Vacations is a condo in Naval Air Station Key West Trumbo Point Annex, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, free wifi, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,915.

From$224/night
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Andy's Attic | Budget-Friendly! - Naval Air Station Key West Trumbo Point Annex, FL
8 ★ 41 reviews

Andy's Attic | Budget-Friendly!

Apartment, Naval Air Station Key West Trumbo Point Annex

Andy's Attic · Budget-Friendly! is a apartment in Naval Air Station Key West Trumbo Point Annex, with pet-friendly space and pool access. This stay gives travelers a comfortable base for…

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About Andy's Attic | Budget-Friendly!

Andy's Attic · Budget-Friendly! is a apartment in Naval Air Station Key West Trumbo Point Annex, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,216.

From$174/night
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Vacation rentals with a pool in Naval Air Station Key West Trumbo Point Annex, FL

Add a pool to the search when you want an easy place to cool off between outings.

Your Condo by the Beach with Ocean View - Naval Air Station Key West Trumbo Point Annex, FL
10 ★ 166 reviews

Your Condo by the Beach with Ocean View

Condo, Naval Air Station Key West Trumbo Point Annex

Your Condo by the Beach with Ocean View is a condo in Naval Air Station Key West Trumbo Point Annex, with pool access and easy beach access. This stay gives travelers a comfortable base for…

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About Your Condo by the Beach with Ocean View

Your Condo by the Beach with Ocean View is a condo in Naval Air Station Key West Trumbo Point Annex, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, free wifi, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,945.

From$278/night
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Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking - Naval Air Station Key West Trumbo Point Annex, FL
9 ★ 144 reviews

Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

Condo, Naval Air Station Key West Trumbo Point Annex

Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking is a condo in Naval Air Station Key West Trumbo Point Annex, with pool access, outdoor space, and parking.…

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About Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking is a condo in Naval Air Station Key West Trumbo Point Annex, with pool access, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, free wifi, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,757.

From$251/night
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Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool - Naval Air Station Key West Trumbo Point Annex, FL
9 ★ 23 reviews

Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool

Condo, Naval Air Station Key West Trumbo Point Annex

Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool is a condo in Naval Air Station Key West Trumbo Point Annex, with pool access, parking,…

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About Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool

Pierre's Perch: Discover Charm and Convenience, Perfect Studio Retreat in Key West with Shared Pool is a condo in Naval Air Station Key West Trumbo Point Annex, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,297.

From$185/night
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Amsterdam's Curry Mansion Inn - Naval Air Station Key West Trumbo Point Annex, FL
8.2 ★ 1,003 reviews

Amsterdam's Curry Mansion Inn

Guest House, Naval Air Station Key West Trumbo Point Annex

Amsterdam's Curry Mansion Inn is a guest house in Naval Air Station Key West Trumbo Point Annex, with pool access and parking. This stay gives travelers a comfortable base for exploring the…

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About Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn is a guest house in Naval Air Station Key West Trumbo Point Annex, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and van parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,840.

From$221/night
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Vacation rentals with parking in Naval Air Station Key West Trumbo Point Annex, FL

Find vacation rentals that make arriving by car easier.

The Margaret Suite - Naval Air Station Key West Trumbo Point Annex, FL
10 ★ 2 reviews

The Margaret Suite

Apartment, Naval Air Station Key West Trumbo Point Annex

The Margaret Suite is a apartment in Naval Air Station Key West Trumbo Point Annex, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About The Margaret Suite

The Margaret Suite is a apartment in Naval Air Station Key West Trumbo Point Annex, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,978.

From$283/night
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Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony - Naval Air Station Key West Trumbo Point Annex, FL
9.8 ★ 27 reviews

Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony

Condo, Naval Air Station Key West Trumbo Point Annex

Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony is a condo in Naval Air Station Key West Trumbo Point Annex, with pool access, easy beach access, and outdoor space. This…

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About Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony

Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony is a condo in Naval Air Station Key West Trumbo Point Annex, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,902.

From$272/night
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The Bartlum - Steps to Duval Street - Naval Air Station Key West Trumbo Point Annex, FL
9.6 ★ 34 reviews

The Bartlum - Steps to Duval Street

Apartment, Naval Air Station Key West Trumbo Point Annex

The Bartlum - Steps to Duval Street is a apartment in Naval Air Station Key West Trumbo Point Annex, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About The Bartlum - Steps to Duval Street

The Bartlum - Steps to Duval Street is a apartment in Naval Air Station Key West Trumbo Point Annex, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and street parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,909.

From$273/night
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Sunrise 103-2BR/2BA condo near beaches with pool, parking, balcony - Naval Air Station Key West Trumbo Point Annex, FL
9.2 ★ 53 reviews

Sunrise 103-2BR/2BA condo near beaches with pool, parking, balcony

Apartment, Naval Air Station Key West Trumbo Point Annex

Sunrise 103-2BR/2BA condo near beaches with pool, parking, balcony is a apartment in Naval Air Station Key West Trumbo Point Annex, with pool access, easy beach access, and outdoor space.…

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About Sunrise 103-2BR/2BA condo near beaches with pool, parking, balcony

Sunrise 103-2BR/2BA condo near beaches with pool, parking, balcony is a apartment in Naval Air Station Key West Trumbo Point Annex, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,902.

From$272/night
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Vacation rentals with a kitchen in Naval Air Station Key West Trumbo Point Annex, FL

Compare stays with kitchen access for longer trips and easier meals.

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool! - Naval Air Station Key West Trumbo Point Annex, FL
10 ★ 31 reviews

The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

Condo, Naval Air Station Key West Trumbo Point Annex

The Samana Cay · Tropical, Airy Retreat w/ Private Balcony, Pool! is a condo in Naval Air Station Key West Trumbo Point Annex, with pet-friendly space, pool access, and outdoor space. This…

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About The Samana Cay | Tropical, Airy Retreat w/ Private Balcony, Pool!

The Samana Cay · Tropical, Airy Retreat w/ Private Balcony, Pool! is a condo in Naval Air Station Key West Trumbo Point Annex, with pet-friendly space, pool access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,930.

From$276/night
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The Salt Cay | Updated! Stunning Sunset View, Pool - Naval Air Station Key West Trumbo Point Annex, FL
9.6 ★ 50 reviews

The Salt Cay | Updated! Stunning Sunset View, Pool

Condo, Naval Air Station Key West Trumbo Point Annex

The Salt Cay · Updated! Stunning Sunset View, Pool is a condo in Naval Air Station Key West Trumbo Point Annex, with pet-friendly space, pool access, and kitchen access. This stay gives…

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About The Salt Cay | Updated! Stunning Sunset View, Pool

The Salt Cay · Updated! Stunning Sunset View, Pool is a condo in Naval Air Station Key West Trumbo Point Annex, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,930.

From$276/night
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Stay at SUNRISE SUITES 203! - Naval Air Station Key West Trumbo Point Annex, FL
9.2 ★ 122 reviews

Stay at SUNRISE SUITES 203!

Condo, Naval Air Station Key West Trumbo Point Annex

Stay at SUNRISE SUITES 203! is a condo in Naval Air Station Key West Trumbo Point Annex, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Stay at SUNRISE SUITES 203!

Stay at SUNRISE SUITES 203! is a condo in Naval Air Station Key West Trumbo Point Annex, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,884.

From$269/night
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The Caroline Suite | 1 bedroom condo w/shared pool - Naval Air Station Key West Trumbo Point Annex, FL
9 ★ 29 reviews

The Caroline Suite | 1 bedroom condo w/shared pool

Apartment, Naval Air Station Key West Trumbo Point Annex

The Caroline Suite · 1 bedroom condo w/shared pool is a apartment in Naval Air Station Key West Trumbo Point Annex, with pool access, kitchen access, and room for a group. This stay gives…

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About The Caroline Suite | 1 bedroom condo w/shared pool

The Caroline Suite · 1 bedroom condo w/shared pool is a apartment in Naval Air Station Key West Trumbo Point Annex, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and ac.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,978.

From$283/night
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